反応 #58666

反応方程式

1-(3-cyanophenyl)acetone

cyclobutyl bromide

cesium carbonate

→

title compound

3-(3-Cyanophenyl)-4-cyclobutyl-butan-2-one

溶媒

acetonitrile

反応条件

後処理

1. 1
   温度was cooled
2. 2
   ろ過filtered
3. 3
   その他The filtrate was partitioned between water and EtOAc
4. 4
   抽出the aqueous layer was extracted with EtOAc
5. 5
   洗浄The combined organic layer was washed with brine
6. 6
   その他dried
7. 7
   濃縮concentrated
8. 8
   その他The residue was purified on a flash column

実験手順

To a solution of 1.45 g (9.07 mmol) of 1-(3-cyanophenyl)acetone in 18 mL acetonitrile, 1.1 mL (9.5 mmol) cyclobutyl bromide and 5.91 g (18.1 mmol) cesium carbonate were added. After heating the solution in a 60° C. bath overnight, it was cooled and filtered. The filtrate was partitioned between water and EtOAc and the aqueous layer was extracted with EtOAc. The combined organic layer was washed with brine, dried and concentrated. The residue was purified on a flash column using a gradient of 5-10% EtOAc/hexane to isolate the title compound. 1H NMR: (500 MHz, CDCl3): δ 1.5-2.2 (m, 9H), 2.13 (s, 3H), 3.64 (m, 1H), 7.4-7.7 (m, 4H).

出典